Paris Hilton: 11th Grade Drop-out
Yes — Paris Hilton is a high school dropout. The heiress was expelled from her Connecticut boarding school (for violating rules, natch) and then dropped out of her exclusive NYC high school during her junior year. Paris did go on to earn her GED and a hell of a lot of money with four (now defunct) reality shows, random movie roles, numerous products, and paid events and appearances. She's reportedly worth $100 million.